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Merck

696668

Sigma-Aldrich

氯化镍(II)乙二醇二甲基醚络合物

98%

别名:

二氯(二甲氧基乙烷)镍, NiCl2 甘醇二甲醚

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1 G
$67.30
5 G
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About This Item

线性分子式:
NiCl2:CH3OCH2CH2OCH3
CAS号:
分子量:
219.72
MDL编号:
UNSPSC代码:
12161600
PubChem化学物质编号:
NACRES:
NA.22

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方案

98%

表单

powder

反应适用性

core: nickel
reagent type: catalyst

mp

>300 °C

SMILES字符串

Cl[Ni]Cl.COCCOC

InChI

1S/C4H10O2.2ClH.Ni/c1-5-3-4-6-2;;;/h3-4H2,1-2H3;2*1H;/q;;;+2/p-2

InChI key

OCMNCWNTDDVHFK-UHFFFAOYSA-L

应用

氯化镍(II)乙二醇二甲基醚络合物可用于:
  • 用作外消旋苄基氯的硼化反应的催化剂,以合成对映体富集的苄基硼酸酯。[1]
  • 用作烷基碘的三氟甲基化的启动剂,以合成多种烷基CF3化合物。[2]
  • 合成双(苯并咪唑-2-亚苄基)镍钳形配合物,可用于将CO2电催化还原为CO。[3]
  • 用作路易斯酸催化剂,通过可见光的光活化作用C-酰化β-酮酸酯。[4]

警示用语:

Danger

危险分类

Acute Tox. 3 Oral - Aquatic Acute 1 - Carc. 1B - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Water-react 2

储存分类代码

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Copper-Catalyzed Reductive Trifluoromethylation of Alkyl Iodides with Togni?s Reagent.
Chen Y, et al.
Organic Letters, 20(15), 4677-4680 (2018)
Amanda Grass et al.
Dalton transactions (Cambridge, England : 2003), 50(7), 2501-2509 (2021-01-31)
Reaction of LiOCtBu2Ph with TlPF6 forms the dimeric Tl2(OCtBu2Ph)2 complex, a rare example of a homoleptic thallium alkoxide complex demonstrating formally two-coordinate metal centers. Characterization of Tl2(OCtBu2Ph)2 by 1H and 13C NMR spectroscopy and X-ray crystallography reveals the presence of
Synthesis and comparison of nickel, palladium, and platinum bis (N-heterocyclic carbene) pincer complexes for electrocatalytic CO 2 reduction.
Therrien JA, et al.
Dalton Transactions, 47(6), 1827-1840 (2018)
Catalyst-Controlled Regioselective Acylation of ?-Ketoesters with ?-Diazo Ketones Induced by Visible Light.
Liu D, et al.
Organic Letters, 20(22), 7278-7282 (2018)
Nickel-Catalyzed Enantioconvergent Borylation of Racemic Secondary Benzylic Electrophiles.
Wang Z, et al.
Angewandte Chemie (International Edition in English), 57(44), 14529-14532 (2018)

商品

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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